Meclocycline

Meclocycline
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
ATC code	D10AF04 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name (2E,4S,4aR,5S,5aR,12aS)-2-[Amino(hydroxy)methylene]-7-chloro-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methylene-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione;
CAS Number	2013-58-3 ;
PubChem CID	54676539;
ChemSpider	16735890 ;
UNII	23Q8M2HE6S;
KEGG	D02476 ;
ChEMBL	ChEMBL1237124 ;
CompTox Dashboard (EPA)	DTXSID4048567 ;
ECHA InfoCard	100.016.309
Chemical and physical data
Formula	C22H21ClN2O8
Molar mass	476.87 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)[C@H]1[C@@H]2[C@H]([C@@H]3C(=C)C4=C(C=CC(=C4C(=O)C3=C([C@@]2(C(=O)C(=C1O)C(=O)N)O)O)O)Cl)O;
	InChI InChI=1S/C22H21ClN2O8/c1-6-9-7(23)4-5-8(26)11(9)16(27)12-10(6)17(28)14-15(25(2)3)18(29)13(21(24)32)20(31)22(14,33)19(12)30/h4-5,10,14-15,17,26,28-30,33H,1H2,2-3H3,(H2,24,32)/t10-,14-,15+,17+,22+/m1/s1 ; Key:GGQJXCQBBONZFX-IWVLMIASSA-N ;
	(what is this?) (verify)

Meclocycline (INN) is a tetracycline antibiotic.^[1] It is used topically (i.e. for skin infections) as it is totally insoluble in water and may cause liver and kidney damage if given systemically.

Its production for medical use has been discontinued.^[2] It was previously sold in the United States by Pfizer under the brand name Meclan.^[3]

References

^ "Meclocycline sulfosalicylate". pubchem.ncbi.nlm.nih.gov. Retrieved 3 January 2019.
^ "Orange Book: Approved Drug Products with Therapeutic Equivalence Evaluations". www.accessdata.fda.gov. Retrieved 3 January 2019.
^ "MECLAN Drugs@FDA: FDA-Approved Drugs". www.accessdata.fda.gov. United States Food and Drug Administration. 11 August 2022. Retrieved 2022-08-11.

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[1] "Meclocycline sulfosalicylate". pubchem.ncbi.nlm.nih.gov. Retrieved 3 January 2019.

[2] "Orange Book: Approved Drug Products with Therapeutic Equivalence Evaluations". www.accessdata.fda.gov. Retrieved 3 January 2019.

[3] "MECLAN Drugs@FDA: FDA-Approved Drugs". www.accessdata.fda.gov. United States Food and Drug Administration. 11 August 2022. Retrieved 2022-08-11.

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